HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120243Generated: October 26, 2026
4-(2-Hydroxyethyl)indolin-2-one → 3-[4-(3-dimethylamino-propyl)-3,5-dimethyl-1H-pyrrol-2-ylmethylene]-4-(2-hydroxy-ethyl)-1,3-dihydro-indol-2-one
https://huagongshe.com/reaction/2120243
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-(2-Hydroxyethyl)indolin-2-one | HCID 10943004 | — |
| Reactant | 4-(3-dimethylaminopropyl)-3,5-dimethyl-1H-pyrrole-2-carbaldehyde | HCID 21925758 | — |
| Catalyst | Pyrrolidine | HCID 31268 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-[4-(3-dimethylamino-propyl)-3,5-dimethyl-1H-pyrrol-2-ylmethylene]-4-(2-hydroxy-ethyl)-1,3-dihydro-indol-2-one | HCID 54394044 | 98.1% |
Reaction Steps
A mixture of 4-(2-hydroxy-ethyl)-1,3-dihydro-indol-2-one (177 mg, 1.0 mmol), 4-(3-dimethylamino-propyl)-3,5-dimethyl-1H-pyrrole-2-carbaldehyde (208 mg, 1.0 mmol) and 3 drops of pyrrolidine in 2.0 mL of ethanol was refluxed at 90° C. for 4 hours and cooled to room temperature. The precipitate was filtered, washed with cold ethanol and hexane, and dried in a vacuum oven overnight to give 360.6 mg (98%) of 3-[4-(3-dimethylamino-propyl)-3,5-dimethyl-1H-pyrrol-2-ylmethylene]-4-(2-hydroxy-ethyl)-1,3-dihydro-indol-2-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06689806B1 |
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| Source dataset | uspto-grants-2004_02 |
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| ORD ID | ord-deb07608bde0494ab8e5b5c6d779d6bd |
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| Source note | uspto-grants-2004_02 |
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